
Family-friendly vacation rentals in Maryland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maryland
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Dusty's House
Mr. Bill made accommodations when the Airbnb I had originally planned for fell through. He made the transition quick and even made sure my weekend was blocked off at the new Airbnb and not compromising our plans. Forever grateful for the last minute switch

Parkfront Hot Tub Haven for Families & Pets
We had an excellent stay! We were able to get a parking spot right out front before the post-work rush. The park across the street and neighborhood were very nice. It was a 20m walk to Fell’s Point and the grocery store and waterfront were a 10m walk. Brandon was a communicative and very thoughtful host. We would certainly stay here again!

Emerald Overlook, Deep Creek Lake
We loved our stay at Maureen’s cabin. The views were stunning and the rooms were really cozy. It made us want to spend as much time as we could there. We would absolutely come back again.

Privacy-Pool Access-Deck Fireplace & Hot Tub-XTRAS
Loved staying at Lazy Bear Lodge. Beautiful home with privacy on big property. Hosts were super responsive and gave great local recommendations. Very accessible to hiking and white water rafting.

Large Home with Pool & 7 bedrooms; sleeps 21
This home was the perfect place to celebrate my daughter’s graduation! We had family travel in from several states, and everyone felt comfortable and truly enjoyed the spacious layout. It was a bit too chilly to use the pool, but I’m already looking forward to booking this home again. I’ll definitely be a repeat renter!

Alyvia’s Retreat (Dock Slip & Hot Tub)
Chelsea’s cottage was absolutely perfect for our quick ski getaway weekend to Deep Creek! We especially appreciated how clean things were at arrival, and how well set-up the place was for our three small girls. They loved the bunk beds and having a few kids’ books around was a great addition to bedtime. Chelsea was responsive and welcoming. All around, a great experience!

Chesapeake Waterfront-Kayaks-Crab-Fish-FirePit-Spa
Natalie’s place was just like the pictures. Everything was clean and well stocked for our stay of 6 adults. The sunsets were beautiful from the dock and the kayaks were a definite bonus! We enjoyed time outside on the dock, deck, and in the hot tub! The beds were very comfortable and our stay was great!

Last Min Getaway! Disc offer due to cancellation!
The lovely “cottage” on Deb‘s property was gorgeous, serene & just what the dr ordered for this exhausted DC mom! Deb couldn’t have been more welcoming; provided an amazing spread of fresh fruits, cookies, a lemon cake, wine, bagels w/cream cheese & OJ in the fridge. Super appreciated as we didn’t arrive until 9:30PM the 1st night. The 1st few days, my teen son & I enjoyed the tranquility of the property, including the refreshing pool & plenty of fun activities nearby. Then, my husband (who had to work), picked up our son so I cld decompress & have a couple much-needed days to hang out w/girlfriends who joined me @ the cottage. Although our last full day was a tad rainy, it didn’t deter us from having a delish brunch in town, checking out the arts festival by the canal & stepping into some cool stores on the main st of vibrant Frederick. Deb‘s accommodations were uber-plush; by far the most luxurious AirBnB I’ve ever stayed in. Thank you so much for the cathartic reset, Deb! 😮💨
Family- and pet-friendly home rentals

Cottage with Modern Updates - Walk to Waterfront!
Great place in a cute area!

Lofty Dreams, 2016 Brookstone RV - Waterfront
This 5th Wheel is like a water front Tiny Home. It is accurately described and pictured in the listing. It was clean and had everything needed for a short stay. It is in a working boat yard so it was cool seeing the owners working on and moving boats around. Also had some nice conversations with some of the people who dock their boats here. The marina itself seems very healthy. Clear water loaded with schools of bait fish so the blue heron, great egret and osprey were easy to spot. Unique and fun Airbnb. Highly recommend.

Perfect St. Michaels Getaway
This cottage was a gorgeous place to relax with my wife for her birthday. The proximity to the bay cannot be beat - especially since she made kayaks available for our stay. I would happily re-book next time I am in the area.

Walk to famous Tiki Bar on Solomons Island!
Such a cute spot for me and my husband to stay. I wanted a place walkable to Tiki for my birthday and I got the perfect place.

Secluded acre near BWI and Baltimore
Stanley's place was a great for our two night stay. It is secluded and very private - the garden offers a private oasis and there's plenty of parking! We had four guests stay with tons of suitcases and space was not an issue. The house is older, but very clean. There are three bedrooms that can sleep 2 adults each. The bedroom off the living room is a little warmer than the rest of the house, just an fyi. The kitchen is well stocked with utensils, plates etc. Overall a great stay!

Lake Access Cabin: canoe, 3 private acres w/trail
My husband and I were looking to spend a relaxing weekend away with our dog, and the “Maine retreat” fit the bill perfectly. The cabin is on a quiet cul de sac in a peaceful area yet just minutes away by car to local activities, restaurants etc..Cabin was clean and thoughtfully stocked with anything you might need! I noticed they even had birthday candles!

Rockhold Creek Cottage
Exactly as pictured and described. Perfect stay and plenty of room. Beautiful back decks and yard. Great neighbors. Would stay again next time we are in the area.

Top of the Chesapeake - Private Waterfront Home
We had a wonderful stay. We enjoyed being outdoors on the deck and walking the shoreline. The interior accommodations were very comfortable and met all our needs and expectations. The weather was perfect, too! Would definitely like to return again. 👍🏻👍🏻👍🏻
Family-friendly home rentals with a pool

True St. Michaels 6 Acre Waterfront w/heated pool
WOW. This was one of the most wonderful homes we’ve ever stayed in. Everything was clean, comfortable and accessible. Marissa was so helpful with recommendations, flexible check-in times so we could get my little one down for a nap, my three-year-old love the pool, dedicated playroom, toys, swing set and s’mores that were such a perfect gift from Marissa. My son asked if we could move there! My husband and I loved the kayaks and pond. We saw bunnies in the morning - it’s truly magical. It’s so private and just 2 mins away from town. We made so many memories and I can’t recommend staying at this property enough.

Oceanfront Family Oasis: Pool, Beach & Parking!
Great place to stay in Ocean City! clean and wonderful place situated right off the beach secluded and quiet. had lots of beach materials for use. would stay again.

Bay Breeze Retreat
Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.

OC MD trip bayside, great amenities
I arrived after dark, on a Friday, so I was thinking I’d have some challenge to find the house. I was wrong! There was a guard at the gate who was quite friendly and helpful, gave me the parking pass for my stay and a map with outlined directions to find the street and the house. I found it first time through. Keys were in the lockbox, instructions were clear and the gate pass card was in the dish on the table. I had a lovely quiet night in a very comfortable bed with no noise or distractions. After a 10 hour drive I needed that! In the morning I had a small convenience issue, which Terri and Shawn were immediately responsive to, offered me a self service solution which worked fabulously and I had no other problems during my stay for a total of 8 nights. I especially loved the water pressure in the shower! Love that the house is a short hop from both OC and Assateague! I would definitely stay here again!

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*
We found Paul’s home very comfortable and accommodating. Paul was accessible when we reached out to him and he communicated well with us. It was a very nice location with a fantastic view of the bay, as we hoped for.

DownByTheBay 115- Waterfront/4BR/Sleep 15/Pool
We all loved this place, my family wanted to stay longer. It is so lovely and relaxing. Great location. Thanks for everything!

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!
A mini vacation should be free of headaches and life's hustle, Although, That was not the case at the condo. The place was not cleaned properly, However this is the cleaners not Adam. When something is presented at a certain level, it should be truthful

Beach Paradise I - Beach Home and Broad Marsh OC
We had a great time staying here! The residence looked just like the pictures and was very clean with great amenities (balconies, bathrooms, and kitchen supplies). We would definitely book again if we returned to the area.
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